The development of L2X2Ru=CHR olefin metathesis catalysts:: An organometallic success story

被引:3546
|
作者
Trnka, TM [1 ]
Grubbs, RH [1 ]
机构
[1] CALTECH, Arnold & Mabel Beckman Lab Chem Synthesis, Div Chem & Chem Engn, Pasadena, CA 91125 USA
关键词
D O I
10.1021/ar000114f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In recent years, the olefin metathesis reaction has attracted widespread attention as a versatile carbon-carbon bond-forming method. Many new applications have become possible because of major advances in catalyst design. State-of-the-art ruthenium catalysts are not only highly active but also compatible with most functional groups and easy to use. This Account traces the ideas and discoveries that were instrumental in the development of these catalysts, with particular emphasis on (PCy3)(2)Cl2Ru=CHPh and its derivatives. The discussion includes an analysis of trends in catalyst activity, a description of catalysts coordinated with N-heterocyclic carbene ligands, and an overview of ongoing work to improve the activity, stability, and selectivity of this family of L2X2Ru=CHR complexes.
引用
收藏
页码:18 / 29
页数:12
相关论文
共 50 条
  • [41] Electrochemical formation and spectroelectrochemical characterization of organometallic [Ru(L)(CO)2]n polymers;: L = disubstituted-2,2′-bipyridine
    Caix-Cecillon, C
    Chardon-Noblat, S
    Deronzier, A
    Haukka, M
    Pakkanen, TA
    Ziessel, R
    Zsoldos, D
    JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1999, 466 (02): : 187 - 196
  • [42] Activation Mechanism and Surface Intermediates during Olefin Metathesis by Supported MoOx/Al2O3 Catalysts
    Chakrabarti, Anisha
    Wachs, Israel E.
    JOURNAL OF PHYSICAL CHEMISTRY C, 2019, 123 (19): : 12367 - 12375
  • [43] Nature of catalytic active sites during olefin metathesis by supported ReOx/Al2O3 catalysts
    Lwin, Soe
    Keturakis, Christopher
    Valla, Maxence
    Coperet, Christophe
    Handzlik, Jaroslaw
    Sautet, Phillippe
    Frenkel, Anatoly
    Wachs, Israel
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [44] (PCy(3))(2)Cl2Ru=CHR: An efficient and selective reagent for the formation of C=C-double bonds by non-polymerizing metathesis reactions
    Hashmi, ASK
    JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1997, 339 (02): : 195 - 199
  • [45] Reactions of M(N-2,6-i-Pr2C6H3)(CHR)(CH2R′)2 (M = Mo, W) complexes with alcohols to give olefin metathesis catalysts of the type M(N-2,6-i-Pr2C6H3)(CHR)(CH2R′)(OR")
    Sinha, A
    Lopez, LPH
    Schrock, RR
    Hock, AS
    Müller, P
    ORGANOMETALLICS, 2006, 25 (06) : 1412 - 1423
  • [46] Theoretical studies of rotational barriers of vinylidene ligands in the five-coordinate complexes M(X)Cl(=C=CHR)L2 (M = Os, Ru; L = phosphine)
    Yang, SY
    Wen, TB
    Jia, GC
    Lin, ZY
    ORGANOMETALLICS, 2000, 19 (25) : 5477 - 5483
  • [47] Determination of Number of Activated Sites Present during Olefin Metathesis by Supported ReOx/Al2O3 Catalysts
    Lwin, Soe
    Wachs, Israel E.
    ACS Catalysis, 2015, 5 (11): : 6823 - 6827
  • [48] Effects of Support Acidity on the Catalytic Performance of Mo/HZSM-5-Al2O3 Catalysts in Olefin Metathesis
    Zhang Dazhou
    Li Xiujie
    Liu Shenglin
    Zhu Xiangxue
    Xin Wenjie
    Xe Sujuan
    Zeng Peng
    Xu Longya
    CHINESE JOURNAL OF CATALYSIS, 2011, 32 (11) : 1747 - 1754
  • [49] Olefin metathesis by supported WOx/SiO2 catalysts: Structure-Reactivity relationships, number of active sites, and kinetics
    Lwin, Soe
    Wachs, Israel
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [50] Significant substituent effect of ligand '2-isopropoxystyrene' on the activity and stability of Hoveyda-Grubbs catalysts for olefin metathesis.
    Zhan, ZYJ
    Liu, JC
    Zhang, GY
    Cai, YX
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U337 - U337